2,4-Dihydroxybenzaldehyde → HCID 86637669, compound

HRID 599864Notes

Reaction equation

HRID 599864 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][S:6](=[O:19])(=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([NH:14][C:15](=[O:17])[CH3:16])[CH:9]=1)[CH3:2].[OH:21][C:22]1[CH:29]=C(O)C=C[C:23]=1[CH:24]=O.N1CCC[CH2:33][CH2:32]1>C(O)C>[CH3:32][C:33]1[C:2]2[CH:24]=[CH:23][C:22]([OH:21])=[CH:29][C:1]=2[O:3][C:4](=[O:20])[C:5]=1[S:6]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([NH:14][C:15](=[O:17])[CH3:16])[CH:9]=1)(=[O:19])=[O:18]

Participants

5

Reactant 3

HCID 72132,4-DihydroxybenzaldehydeHCID 8082PiperidineHCID 59139440HCID 59139440, compound

Product 1

HCID 86637669HCID 86637669, compoundYield 666.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(3-Acetylaminophenylsulfamoyl)acetic acid ethyl ester (280 mg, 0.93 mmol), 2,4-dihydroxybenzaldehyde (516 mg) and piperidine (10 mg) were added to 9 mL of ethanol, and the mixture was heated under reflux overnight. It was then purified by silica gel chromatography (methylene chloride:methanol=30:1) to yield the title compound (304 mg, 87%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux overnight
  3. customIt was then purified by silica gel chromatography (methylene chloride:methanol=30:1)

Sources & evidence

ORD record
ord-60b665497c754f20aa0f36151bd9cdd2
Source dataset
uspto-grants-2011_03
Patent number
US07897792B2

Reaction notes

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